
Private suite vacation rentals near Chesapeake Bay
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Top-rated private suite rentals near Chesapeake Bay
Guests agree: these stays are highly rated for location, cleanliness, and more.

Beautiful Waterfront Chestertown Getaway
Lovely three room waterfront guest suite conveniently located less than 10 minutes from historic Chestertown and Washington College. Beautiful views of our tidal creek, full kitchen, wooded lot, quiet neighborhood, bird watching, kayaking, great biking & running options. Friendly pets (indoor cats and dogs who can share the yard with us and our dog) are welcome. We donate 5% of proceeds to Kent Attainable Housing, the Animal Care Shelter of Kent County or ShoreRivers conservation—your choice.

Riverfront Chalet Kayak/Canoe, pier, breakfast!
This is a two room above the garage apartment with a dedicated side entrance for guests separate from the main house by screens down and a barn door up. Once upstairs you have your own private space. Your mini fridge will always be stocked with an assortment of beverages and snacks as well as breakfast items. Enjoy, our kayaks, fire pit or sunset viewing on the pier. Lots of hiking and water sports abound in the area. A short drive south is Solomon’s island. This is a safe space for all🥰

The Bird's Nest at Holly Bluff-Riverfront. Beach.
This is a spacious apartment above detached garage, with a roomy balcony. The property sits on the Rappahannock River- guests are welcome to use the beach and dock! Property has a private entrance. The bathroom which is located on the first floor. Apartment is up a flight of stairs above the garage. Plenty of parking. EV charger available. We have self check in and the host is extremely flexible.. We welcome all tenants! The Birds Nest is a perfect getaway destination for relaxing and fun.

Convenient, private basement apt near downtown DC
Keep it simple at this private English basement apartment. In-unit washer/dryer, full kitchen, spacious living/dining area. Walking distance to Medstar, Children's National, & VA Hospitals; Catholic, Howard & Trinity Universities. city bus stop 1 block away; metro train (red & green lines) 1 mile away. Less than 5 miles to Union Station, Capitol, White House, & National Mall. We live upstairs with an excitable dog & active toddler. Please book expecting modest city & neighbor noise =)

Modern studio near UMD hospital
Stylish studio basement apartment located 3 minutes from UM Capital Region hospital. As you pull up to our quiet neighborhood you can park right in the drive. The entrance is around the corner to enter your private space. We offer all the essentials needed to have a relaxing stay. The full service kitchen is well equipped and inviting. A large over sized sink for a quick clean up. Come unwind after a long day in this private studio with rainshower and jets. Long stays are welcome.

Annapolis Garden Suite
Welcome! We’re tucked away on a forested residential street, roughly a 7 minute drive from restaurants, coffee shops and all that Annapolis has to offer. 15m from the coast, 30m from Baltimore and 35m from DC. Tl;dr: this is a private ground-level guest suite with 3 beds, 2 bedrooms, 1 desk (optional standing desk), 1 kitchen with oven, dishwasher + Nespresso/pour over, 2 tvs, laundry room with washer/dryer, fast wifi, a pool, patio and a forest view. We live on the top floor.

Conowingo Creek Casual
Kick back and relax in this handicap accessible, clean and stylish country charm efficiency apartment, complete with two outdoor seating spaces, walking paths and beautiful scenery located in rural southern Lancaster County. The area is surrounded by country and Amish charm, with nearby hiking trails, while a 30 minute drive will have you in downtown historic Lancaster City where you can stroll, shop and on Tuesday, Friday and Saturday visit the historic Central Market.

Spacious studio apartment - The Inn at Dewberry
The Inn at Dewberry. Our roomy studio apartment is located in a quiet friendly neighborhood just 4 miles from downtown historic Fredericksburg. For traveling medical personnel, Mary Washington Hospital is less than 4 miles away. Our area is rich in Civil War history with lots of great places to dine, shop, or catch a Fredericksburg National game at the ballpark. Close to I95 for a trip to Washington, DC (60 mi) or south to Richmond. Kitchenette but no stove. Microwave.

The Serenity House
Regenerate at the Serenity House! Second floor apartment; three spacious queen bedrooms with SmartTV, equipped kitchenette, work space with WiFi, mudroom and laundry on the first floor. Large yard with big mature shade trees nestled in a quiet neighborhood. One corgi and two cats live on the property. The pets are not allowed into the guest rooms. Continental breakfast served in the shared space. Private entrance, off street parking available.

Beachfront Exclusive Bay front Suite
This comfortable private beachfront suite with kitchenette has magnificent views of the sunrise and sunset that you can enjoy from your own private deck, with a 180 degree views of the beach front with easy access to the water's edge, just steps away. If you want to experience life on the beach this is as close as you can get. This suite represents our personalities and everything we love about living at the beach on the Chesapeake Bay.

Coastal Comfort Suite Near Annapolis, Hottub, EV
Our pool and hot tub are closed for the season. Ideal for a couple's retreat, this king suite guest room has a seating area, mounted TV, and coffee bar, microwave, and mini-fridge. An ensuite bathroom provides a luxurious shower and a spacious closet. The pool and hot tub are seasonal. Please don’t hesitate to reach out with any questions, concerns, or expectations so that we can address them prior to your stay.

New Light suite, appartment comfortable living
Guest Suite apartment , on the ground floor. located on the back side of the house. The apartment includes 2 queen beds, 50 inch TV, kitchenette, living room dining area, and full bath. This apartment is fully private with a private entrance on the backside of the house. (no shared spaces). Please include total number of guests.
Popular amenities for private suite rentals near Chesapeake Bay
Family-friendly private suite rentals

Creekside Retreat at the Jewel Vinsota

Cozy basement apartment with private entrance.

Cozy Bon Air Guest Suite with Private Entrance

Quiet NW DC Basement Studio Near Tenleytown Metro

House On The Hill - Historic Private Second Floor

Cape St Claire waterfront getaway "The Apartment"

Sea Dreamer

Sea Dunes King Suite, Exclusive Private Beach - DOG FRIENDLY!
Private suite rentals with a patio

Cozy Studio w/ Private Patio in Church Hill

Private Suite-Historic Frederick

Spacious 1 bed with leafy patio, near NIH & metro

Guest Suite in Charming Colonial

Guest suite in Hillandale

Scenic, private 2 room-guest suite, near Bel Air

Shaw Urban Cottage•Howard Metro

Adorable 1-Bedroom & Outdoor Patio. 7min from DCA.
Private suite rentals with a washer and dryer

* Spacious Private Suite Full of Style & Comfort *

Cozy Private Studio

Spacious 1bd in Trendy Capital Hill North

Private basement suite

Sweet space. Private deck & entry.

South River Park Apartment

TheAzalea: Cozy, private basement suite w/ jacuzzi

Private & Comfortable NoMa Studio
Other private suite vacation rentals

Luxury 1BR/1BA Private Suite Close to DC!

Chestertown - Eastern Shore Getaway

Virginia Beach 2 King BR apt 100 feet from beach

Cozy Guest Basement Suite w/ Private Entrance

Pet Friendly Bright In Law suite w Outdoor HangOut

Fairfax/GMU 2BR Retreat | Fire Pit | Wooded Views

Forest Hill Modern Guest House

The Minnow (Lovely studio near beach)
Quick stats about private suite rentals near Chesapeake Bay

Total vacation rentals
Explore 150 vacation rentals in Chesapeake Bay

Nightly prices starting at
Chesapeake Bay vacation rentals start at ﺩ.ﺇ110 per night before taxes and fees

Verified guest reviews
Over 17,180 verified reviews to help you choose

Family-friendly vacation rentals
30 properties offer extra space & kid-friendly amenities

Pet-friendly vacation rentals
Find 40 rentals that welcome pets

Vacation rentals with a pool
10 properties feature pools

Rentals with dedicated workspaces
80 properties have a dedicated workspace

Wi-Fi availability
150 of Chesapeake Bay vacation rentals include wi-fi access

Popular amenities for guests
Guests love Kitchen, Wifi, and Pool across Chesapeake Bay rentals

4.9 Average rating
Chesapeake Bay stays are highly rated by guests—averaging 4.9 out of 5!
Destinations to explore
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- Private suite rentals United States
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